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482609

N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine

Name: N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-<SC>L</SC>-leucine
Brand: ALDRICH

97%

Synonym(s):

([2S,3R]-3-Amino-2-hydroxy-4-phenylbutanoyl)-L-leucine

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About This Item

Linear Formula:

(CH₃)₂CHCH₂CH[NHCOCH(OH)CH(NH₂)CH₂C₆H₅]CO₂H

CAS Number:

58970-76-6

Molecular Weight:

308.37

NACRES:

NA.22

PubChem Substance ID:

24871835

UNSPSC Code:

12352209

EC Number:

261-529-2

MDL number:

MFCD00083262

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Properties

Quality Level

100

assay

97%

form

powder or crystals

optical activity

[α]20/D −11°, c = 1 in 1 M NaOH

reaction suitability

reaction type: solution phase peptide synthesis

mp

245 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)Cc1ccccc1)C(O)=O

InChI

1S/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14+/m1/s1

InChI key

VGGGPCQERPFHOB-RDBSUJKOSA-N

Gene Information

human ... ANPEP(290), DPP4(1803)
mouse ... Rnpep(215615)
rat ... Mme(24590)

Description

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

05326CU

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The leucine aminopeptidase of Staphylococcus aureus is secreted and contributes to biofilm formation.

Arun Kumar Singh et al.

International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases, 16(5), e375-e381 (2012-03-14)

Staphylococcus aureus has emerged as a major drug-resistant pathogen in hospital- and community-acquired infections. Leucine aminopeptidase (LAP) is known to be essential for survival of the bacteria; however the LAP of S. aureus has not been extensively characterized. In this

Comparative biochemical and functional properties of two leucine aminopeptidases of Clonorchis sinensis.

Jung-Mi Kang et al.

Molecular and biochemical parasitology, 182(1-2), 17-26 (2011-12-14)

Leucine aminopeptidases (LAP; EC 3.4.11.1) are a group of metalloexopeptidases, which catalyze the sequential removal of leucine amino acids from the N-termini of the polypeptides or proteins. In this study, we identified two novel genes that encode LAPs of Clonorchis

Design, synthesis and preliminary activity evaluation of novel 3-amino-2-hydroxyl-3-phenylpropanoic acid derivatives as aminopeptidase N/CD13 inhibitors.

Xiaopan Zhang et al.

Journal of enzyme inhibition and medicinal chemistry, 28(3), 545-551 (2012-03-03)

Aminopeptidase N (APN/CD13) over expressed on tumour cells, plays a critical role in tumour invasion, metastasis and tumour angiogenesis. In this article, we described the design, synthesis and preliminary activity studies of novel 3-amino-2-hydroxyl-3-phenylpropanoic acid derivatives as APN inhibitors. The

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Global Trade Item Number

SKU	GTIN
482609-500MG	04061832594989